Date: Mon, 21 Nov 2005 07:21:44 -0600
From: Amber Fountaine
Subject: It Started with Tom, Ch. 3
Amber Fountaine stories contain sexually explicit descriptions of consensual
sexual activity and are not suitable for reading by anyone under the age of
18
or anyone offended by reading such material. These acts include gay and
bisexual activity as well as water sports, diapers, cross-dressing and other
fetishes and perversions that may please the author's whims.
It Started with Tom (Bisexual, Urination, TV)
Chapter 3
Any disappointment that I felt because we didn't fool around more during our
shower together quickly disappeared when we toweled off and went to my
parent's room in search of some of my mother's clothes for me to wear. I'd
seen my mom running around the house in bra, panties, a slip and hose and
had never given it a second thought. Yet just the thought that I would be
wearing those same garments was exciting and evident by my hard, thumb-sized
pecker, leading the way.
My education in lingerie began when we selected a pair of panties. I hadn't
realized they came in so many styles and colors. They were all at least a
little big on me, but some were stretchy enough to stay up and the pair Tom
picked out was actually a little snugger than my regular jockey shorts. They
were definitely prettier.
There were several girls at school that wore bras, but in my opinion it was
more wishful thinking on their part than from necessity. I bordered on being
pudgy and probably had bigger tits than most of them. Yet I doubted that any
of my mom's bras would come close to fitting me. To my surprise, Tom found
one, a sports bra I think, that was made of stretch material and it fit me
without the cups being padded.
All of the slips we tried were big, but we picked a short one that wasn't as
bad as the others and while doing so, Tom planted another seed of thought
that later grew to fruition. "When my sisters dress me up, they keep telling
me that if I like doing it all the time, I should get some clothes of my own
and they'll keep them for me with their things so my folks won't know that
they're mine. I guess if you want to keep dressing like a girl, you'll have
to get things that fit you better and hide them somewhere."
I hadn't been thinking about doing it any more than during that day with
Tom, and maybe again with Jake if that worked out. But I thought about it as
we silently went through my mother's clothing. It now sounded like Tom was
letting me know that even at his older age, he still dressed as a girl
sometimes. He'd earlier indicated it was something that many young men try
and then outgrow as they get older. To a twelve year old, I considered Tom
at eighteen, or close to it, to be fully grown. So I wondered, but didn't
ask, if dressing as a girl would be something that was harder to outgrow
than I'd assumed, or if Tom was still dressing up at his age because he was
going to become one of those grown men that enjoyed being a woman. I
speculated that acquiring a feminine wardrobe might be the defining moment
in that regard. Using your allowance or money from an after-school job to
buy your own girl's clothes would be a commitment to becoming a part time
girl. If Tom hadn't bought his own clothes yet, then maybe he still intended
to give it up before he got much older.
After trying on a couple of my mother's dresses, Tom decided that a blouse
and skirt would work better for me. Never having done this or even given it
a moment's thought, I had to follow his lead. With all that picked out and
put on, Tom told me it was time to put on makeup and that this time - again
leaving open the option for dressing up again sometime in the future - he
was only going to put lipstick on me. And while doing that, again he planted
a seed in my fertile mind. I'm sure he was only teasing me, but it gave me a
lot to fantasize about.
He'd just finished putting lipstick on me and turned me to look at myself in
the mirror, dabbing on some perfume as he spoke. "Now be sure and remember
not to leave lipstick marks on your boyfriends' cocks or their underwear
when you go down on them," he teased with a big grin. "You don't want any
wives or their girlfriends getting jealous."
Instantly I had images of boys and men, from my age to my dad's, lined up
with their cocks out and me dressed as 'Miss Sami', the name Tom was
beginning to call me, working my way down the line sucking off each of them.
Thinking about that made my little pecker hard again. I'm not sure what was
the reason for the other erections I'd had in my young life, but I was sure
the one tenting the front of my panties and causing a mound in the front of
my skirt was completely and totally because of erotic sexual thought.
Tom was still wearing a towel around his waist and his mentioning sucking
cock automatically made my eyes turn toward the bulge in the front of his
towel. With the jerk of one hand, I had the older boy naked, his erection
mine for the taking, and I did.
Dropping the towel and using both hands to hold his big, beautiful prick, I
fondled it for a moment and then guided it to my painted lips, kissing the
head to see if it really left an indelible mark. I moved my head back a few
inches - I guess expecting to see the imprint of my lips on his cock head -
and all I saw was a big red smudge. Disappointed that it wasn't a perfect
lipstick imprint of a kiss, I was nevertheless proud to realize that it was
my lipstick on Tom's cock. And as I admired it and used my hands to caress
Tom's cock lovingly, it began to drool a clear fluid from the tip and I
caught some on the tip of my tongue to taste it.
"Is that cum?" I asked, confused, since it tasted similar to what I'd licked
up and swallowed earlier but wasn't as white or creamy looking.
"No, that's pre-cum."
"So it's not pee and it's not cum - it's something in between?"
"Yeah, I think that's exactly the way to describe it. It's stuff that comes
out before you cum that's supposed to be a lubricant for fucking and it's
also supposed to have something to do with making sure the sperm in your cum
get out okay."
Tom's vast knowledge of sexual things was amazing to me. "Where did you
learn so much about sex? Do they teach all this stuff in school?"
"Well they teach some things in Biology. They begin with telling you about
the difference in male and female plant parts and eventually get around to
humans. The day they told us about penises and vaginas I never saw so many
people trying to keep a straight face in my life. But most of it I've
learned from the book I told you about and my dad's old magazines. When my
dad turned fifty, one of his buddies gave him a subscription to 'Penthouse'
as a gag gift. I don't know if he even looks at them. But a few days after
he gets one in the mail, my mom throws it out and I know when to look
through the trash for it, pull 'em out, and hide them in the trunk of my
car. They have stories and letters in there that are pretty wild and
sometimes even better than the book that Allen lost."
"In the trunk of the car you're driving now?" I asked excitedly, realizing
this fantastic source of information could be sitting right outside in my
driveway.
"Yep!" Tom told me with a grin. "Want to run out to my trunk and grab a few?
I'll get you my keys."
"Sure!" I told him, thrilled at the thought and was about to jump up when
two bits of reality hit me. First, I'd have to let go of the beautiful cock
staring me in the face. That wasn't too much of an issue since I knew it
would still be there, waiting for me to finish, when I got back.
More important - MUCH more important - was the way I was dressed. I could
hear one of my neighbors outside mowing his lawn. It sounded like Mr.
Williams, or his son, was mowing the back lawn. Even if he couldn't see me
in the driveway from his back yard, it was a reminder that it was the middle
of the afternoon on a bright sunny day and there was no telling how many of
our neighbors would be startled to see me running around dressed as a girl.
No way was I stepping outside the door the way I was dressed.
"I can't go outside dressed like this," I told Tom. "The neighbors will see
me."
"Well I was planning to run around naked for the rest of the day. If I have
to get dressed, I might as well stay that way."
That was a quandary. I wanted to stay dressed as a girl. I wanted Tom to
stay naked so I could play with his prick all the time and he knew it. And I
wanted to see those magazines in the trunk of Tom's car. I couldn't take a
chance on going outside dressed like this. Tom sure couldn't run outside
naked. I was out of options. Then I had a thought. "Maybe you could use my
dad's robe?" But even as I suggested it, I could see it wasn't hanging on
the hook on the bathroom door.
Not that it would have mattered since Tom told me, "Nope. If I get dressed
at all, I'll put on my regular clothes and stay dressed."
Had I been a little older and more experienced, I would have known Tom was
having fun with me. His cock was as hard as mine and there was no way he was
going to get dressed until one of us did something about his sexually
swollen prick. I'd seen 'Penthouse' on magazine racks and had always wanted
to be able to look through one. I'd heard all about the pictures and knew I
had a golden opportunity to learn more about sex in the next two days than I
might ever have for years to come. Thinking about how I could show off my
knowledge about sex to Jake and my other school friends gave me an idea.
"Jake!" I almost shouted out loud. "He lives about a block from here and
I'll bet he'd be glad to come over," I told Tom, expecting him to see how
simple a solution that would be.
"What is Jake going to say if he sees you dressed like that?" Tom asked,
bringing me back to reality. "Or me running around in the nude?"
I guess I'd already decided in my mind that I wanted Jake to see me dressed
as a girl at some point and I hadn't given it much more thought. But if he
saw me dressed up and Tom naked, he was smart enough to figure out we hadn't
been playing 'Uno' or 'Monopoly'.
"Well," I answered, dragging out the 'L' in 'well' like it was spelled with
a dozen of them; all the time my mind racing to come up with an idea. "I'll
tell him we're studying sex and that you're the guy and I'm the girl and if
he wants to join us he has to either get dressed like a girl or get naked
like you."
Tom got a laugh out of that. He was old enough to see how silly a story it
really was. But he was also young enough to remember being my age and how
just about any excuse to discuss sex was a good one. "I'm not sure anyone
would buy a dumb-ass story like that, but it might be fun to see what he
says."
There was a phone not two feet away by my parent's bed and while I did have
to release my grip on Tom's cock, at least I had it to look at right in
front of me for inspiration. I called Jake and quickly told him my story,
that my Uncle was visiting and we were studying sex and asked if he was
interested in coming over for a few hours to learn something new.
Of course Jake jumped at the idea, and after getting permission from his
mom, told me he'd be right over. Knowing he was hooked, I then let him know
that there were some conditions. I told him we had some 'Penthouse'
magazines to look at and that we also were either naked or had to be dressed
as a girl and that he had the option of doing either one. "Decide after you
get here," I told him. "But you have to do one or the other or you can't
stay."
"Which one are you doing?" he wanted to know.
"I'm dressed like a girl and Tom is naked."
"Are you doing it?" he asked and I could tell he was already excited.
"Of course not," I fudged. "I'm not really a girl." To us, 'doing it' meant
'fucking' so I wasn't really lying to him.
It didn't take but a moment for him to think it through and tell me, "I'll
be right over."
That was out of character for Jake. In the past, I could talk him into just
about anything but not before he'd asked a zillion questions. This time he'd
hardly asked any. But then, I'd never tried to talk him into doing anything
involving sex before.
I was sure he'd be startled or have some remark to make when I opened the
door for him and he saw me dressed like a girl. Instead he told me, "You
look cute!"
A compliment from Jake, usually the more sarcastic of the two of us, was
also out of character and I turned out to be the one to be startled. And as
his eyes scanned the room, not once but constantly, I realized he was more
interested in seeing Tom naked than he was in seeing me dressed like a girl.
Jake had met Tom before and agreed with me that he was a super cool guy -
especially for an, 'uncle'. But it had never occurred to me that Jake might
be as interested in Tom's cock as I was.
So before he could ask any questions, I handed him the key to Tom's car
trunk, describing the box containing the magazines, and told him that before
we did anything, he had to go bring in the box of magazines while Tom
finished his shower. Tom wasn't really in the shower of course, but we'd
decided in the short time between my phone call to Jake and his arrival (I'm
certain it was the shortest time it had ever taken him to get to my house)
that it might be a good idea if we didn't overwhelm Jake's senses. Seeing me
in drag and Tom's hard cock all at once might have run him off.
I watched from a window while Jake dug the box out of the trunk and paused
to check that he had the right box. I was ready to holler at him if he
stopped to look at one of the magazines, but for once, Jake did exactly as
told and did it in a hurry. This was not the Jake I was used to.
We put the box of magazines on the floor in the living room and pulled out a
handful and put those on the coffee table. Tom had made it sound like these
magazines had been a present to his dad and that his dad wasn't really all
that interested in them. If that was true, whoever gave him the subscription
must have given him one for more than a year - or else somebody that was
interested in them had renewed the subscription. There were at least a
couple of dozen magazines in the box.
Jake began paging through one on his own, anxious to begin his education and
as wide as his eyes got, I was sure he was seeing things he'd never seen
before. I was flipping through one too, but as drawn as I was to the
pictures, I was also watching Jake. Tom had told me to wait until Jake had a
hard on and then cue him to enter. But the way Jake's shorts were bunched
up, I couldn't really tell. So I held the magazine open to a picture I found
exciting, and told Jake, "Looking at these makes my dick harder than when I
play with it."
In response, Jake glanced up for just a second, said "Yeah," and then went
back to the magazine. But I also noticed he dropped one hand in his lap to
rearrange things. It was time to begin.
"Tom said that a lot of the things we talked about and the fun ideas he gets
come from the letters in the magazines."
"Like you being a girl?" Jake finally asked, tearing himself away from his
magazine to look at me with a grin.
"Yeah, that's one of them. He told me there's lots of grown men that like to
dress like this and that he's done it several times with his sisters and
other guys." I didn't want to mention he'd done it with my father.
Jake looked at me like he was going to doubt my word, but when he saw how
excited and sincere I was, he nodded instead. "How does it feel?" he wanted
to know.
"Awesome. Better than anything I've tried so far. I thought I'd feel like a
sissy or something but I don't. It just makes me all excited."
"And hard?"
"Yeah, really hard. It makes my panties look like a little tent." Then to
prove my point, I flipped up my skirt so he could see I was wearing a slip,
pulled up that, and leaned back into the couch so that my exposed panties
really did look like a small tent. "Feel it," I told him.
I wasn't sure if Jake would feel it or not. Either way, 'feel it' was Tom's
cue to enter. If Jake had shown me how hard he was, I was supposed to ask if
I could 'feel it'. Or if I was sure Jake had an erection too, I was supposed
to ask Jake to feel mine. And right on cue, Tom walked in with his towel
back in place, barely hiding an erection of his own.
"Hi Jake, good to see you again. Who is feeling what? Did I miss all the
fun?"
"I was just telling Jake how hard I got looking at your magazines and he was
going to feel it." I saw Jake begin to protest that he'd never really agreed
to feel my prick, but I also saw that he'd halved the distance between us
before Tom entered the room and since he'd given away his intention, at
least to me, he didn't say anything.
"Yeah," Tom told us. "I can see you are." As he said it, he sat next to me
on the couch, squeezing in between Jake and me, and put his hand on the
front of my panties and rubbed his fingers around, pushing my cock toward my
belly so he could stroke the underside. "Like that?" he asked, ignoring Jake
sitting beside him with his mouth hung open.
"Mmm, yeah, that feels great," I answered dreamily. Then I asked, "Can I do
yours again?"
Pulling his hand back, Tom nodded and said, "Sure, but not right now. We
don't want to shock your friend." Then turning slightly serious, he asked,
"Now what was it you wanted me to explain to you two?" And before I could
think up an answer, he turned to Jake and asked, "Did you decide to stay?"
"Uh yeah," Jake mumbled, barely able to speak.
Standing before us and dropping his towel, letting his erection point right
in Jake's face, Tom said, "Okay, great. But you know the rules. Either naked
like me or dressed like Miss Sami."
I think Jake was a little embarrassed to get naked in front of Jake. But he
was also smart enough to comprehend that in order to dress like me he'd have
to get naked first. Either way it meant taking off all his clothes.
"Uhh, naked I guess for now," he decided.
I was a little surprised that Jake left open the option to dress as a girl
later. He'd never given me any indication he might be interested in that.
But then I don't believe I'd ever given him any indication that I might
enjoy it until just a moment ago. And Jake was pretty much a follower. If
someone else tried something first he was first in line to do it second.
"Okay, stand up and we'll help," Tom said, taking charge. He moved so that
Jake would be between the two of us and helped pull him to his feet and
turned him toward me, telling me, "Help him with his shoes and shorts."
I got down on my knees and untied Jake's sneakers and helped him to step out
of them. At the same time, Tom was pulling Jake's t-shirt off over his head.
That left Jake's cut-offs and I undid the waist button and pulled down his
zipper for him. It really felt strange, yet exciting, to be in front of
another boy and pulling down his zipper and I suppose Tom must have known
that and was watching over Jake's shoulder for my reaction. What he saw was
two almost trembling hands as I undid Jake's shorts and pulled them down for
him to step out of.
That left just his underwear and I glanced up to see both Jake and Tom
smiling down at me. I suppose I could have just grabbed the waist on each
side and pulled them down in one swift motion. But since we were having fun
with this, and Tom had told me a dozen times in the last 24 hours that I
should slow down to enjoy things more, I began to inch Jake's underpants
down, a little at a time.
First I pulled them down in front to where they just barely covered his
cock. Then I worked the sides down, and then reached in back to pull them
down over his butt. That's when I discovered Tom had his erection right
against Jake's ass and Jake wasn't complaining at all about a hard prick
poking at his butt. After I had the waistband in back pulled down, I took
Tom's cock in one hand and stroked it a few times. I'm sure Jake knew what I
was doing to Tom, especially after Tom whispered to him, "She likes to play
with my cock."
Then as I pulled Jake's underwear off, and let him step out of those, I was
so close to Jake's erection that it rubbed across my face. I wanted badly to
take it in my mouth and taste my best buddies prick, but I was letting Tom
call all the shots and would have to make myself wait until he suggested it.
So reaching between Jake's legs, I gently fondled Tom's nut sack like he'd
shown me to do earlier.
"That's the way a girl is supposed to help a guy get undressed," Tom
whispered to Jake. What we're doing is acting things out so y'all will
learn. Do they have shop class at your school?"
I had no idea why Tom was asking Jake if we had shop class at a time like
this and I don't think Jake could figure it out either. But he nodded and
told Tom, "Yeah, we both take shop."
"Well think about this for a minute. If you spent the whole semester reading
about building things in shop and never actually tried using the machines or
building anything, do you think you'd learn much?"
"No," Jake answered, shaking his head and I agreed, knowing now where Tom
was going with all this.
"Do you think you'd learn anything about sex if you just looked at pictures
and read stories and never tried anything?" Tom asked.
Again Jake shook his head and answered, "No."
"Well that's why we have to be naked and one of us has to be the girl so we
can learn. Does that make sense?"
I watched as Jake smiled, nodded and told him, "Yeah."
"Sami, are you going to kiss your boyfriend hello?" Tom asked, bringing me
back into it.
I knew what Tom was hinting at. He was referring to when I'd left the
lipstick print on his cock earlier. "Of course," I told them, acting as
feminine as I could, and briefly kissed the head of Jake's swollen pecker. I
would have loved to have taken it all in my mouth like I'd been fantasizing
about, but Tom had said, 'kiss', not, 'suck', so I had to wait.
"Think you'd like to stay and learn some more?" Tom asked Jake and Jake
responded like a kid at Christmas. He put his hand on Jake's shoulder,
probably to keep him from jumping up and down. "Then let me explain the rest
of the rules," he told Jake.
That was another surprise to me. The only 'rule' I'd heard mentioned was the
part about either being in drag or being naked. But I looked up at Jake and
nodded like I knew what Tom was talking about and was in complete agreement.
"Kids your age like to brag about the things they do," Tom began. "Adults
don't do that. So if you want to learn how adults have sex, you have to act
like an adult. That means learning to do the sexy things adults do, AND not
bragging about it like a kid would do. Because you and Sam are learning
together, you can talk to each other about it, but you can't tell any of
your other friends or anyone else. You might hear adults joking about sex,
but have you ever heard your folks or anyone else their age bragging about
who they fucked or how?"
"No," Jake and I answered in unison.
"That's what I mean. You know they're probably having a lot of fun trying
all kinds of sexy things, but they don't tell on each other. Can both of you
be adults if we act like the adults in the magazines?"
I'd agreed to similar terms from Tom the previous evening, but still joined
Jake in enthusiastically accepting Tom's conditions.
"Good," he told us. "That means only the three of us will ever know what
goes on here today, so we're free to try anything that any of us want to
try."
Again we wholeheartedly agreed. It was beginning to sound to me as if we
were about to do more than I'd thought. All I'd hoped for was that Jake
might enjoy seeing me dress like a girl and if he responded favorably to
seeing me play with Tom's cock, then I was going to demonstrate my brand new
cock sucking skills. And most of all, I hoped he would like watching me suck
Tom's cock so much that he'd let me try sucking his cock too. Now I wondered
what else Tom had in mind.
Did he want me to drink his pee in front of Jake? Or play in diapers? He'd
rinsed out the two pair of plastic pants and hung them on the shower rod to
dry and put the diapers in the washing machine while waiting on Jake. But
I'd wondered why he'd left the pissy wet sheets on my bed - as if he
intended for us to use them some more. That was an exciting thought.
If I had any doubt about whether Jake wanted to continue to explore sex with
two other boys, that doubt disappeared when I realized Jake had one hand
behind his back and was using it to play with Tom's big prick.
"He's got a big one," I said to Jake, smiling up at him and Jake nodded and
returned the smile. Since he'd sworn to secrecy, I stepped things up a
notch. "It's so big I can only get the head in my mouth." Jake continued to
smile but didn't say anything so I held his little stiffie in my fingers and
told him, "I think I could put all of yours in my mouth. Want me to?"
In response, Jake smiled bigger and pushed his prick toward me, giving me
his answer and what I'd hoped for - his cock to suck.
Chapter 4 to follow.
Comments appreciated: amber_fountaine@hotmail.com